Electrolytic Conversion of Nitro Compounds into Amines in a Membrane Reactor
Arijit Singha Hazari, Marvin Frisch, Yunzhou Wen, Mia D. Stankovic, Curtis P. Berlinguette
Abstract
Aromatic and aliphatic amines are key intermediates in the synthesis of pharmaceuticals, dyes, and agrochemicals. These amines are often sourced from nitro compounds. The hydrogenation of nitro compounds into amines requires harsh reaction conditions (e.g., high pressures and high temperatures) or additives that are usually toxic. Here we demonstrate the electrochemically-driven hydrogenation of nitro compounds into amines in the hydrogenation compartment of a membrane reactor. The hydrogen is sourced from water in an adjacent electrolysis compartment separated by a hydrogen-permeable palladium membrane. Modifications of the palladium membrane with catalyst coatings enabled a wide range of commercially relevant nitro compounds to be hydrogenated into amines, without any additives, at ambient pressure and room temperature. This membrane reactor also enables nitro hydrogenation at high reagent concentrations with high functional group tolerance.